4.4 Article

Synthesis of barettin

期刊

TETRAHEDRON
卷 60, 期 4, 页码 961-965

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PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2003.11.031

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Geodia barretti; barettin; N-boc protection of arginine; HWE-reaction

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The indole alkaloid barettin (with bromine in 6-position), isolated from the marine sponge Geodia Barretti, has been synthesised via a Horner-Wadsworth-Emmons type reaction from 6-bromoindole-3-carboxaldehyde to introduce the dehydro-functionality. Subsequent deprotection and cyclisation afforded the natural product in Z-conformation. (C) 2003 Elsevier Ltd. All rights reserved.

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